March 30 - (1080p - 10:20 min) CLASSIC BABYSITTER BONDAGE VIDEO FROM 2009 - NOW IN 1080p!
Natasha Flade is babysitting little Johnny on a snowy day. She’s on the sofa reading a book, barefoot in her robe — and nothing underneath! Johnny’s bored and wants to play a game called “cops and robbers,” so he holds her up with a toy gun. Babysitter Natasha thinks it’s cute, so she goes along with his game and soon finds herself bound hand and foot with jump ropes!

Natasha playfully struggles for her charge, with lots of closeups of her wiggling bare feet and soles. She looks into the camera at you with her lovely, wide damsel eyes, hoping someone will come along to save her from the bad “robber.” Then little Johnny gets extra brave and manages to convince his nanny into letting herself be OTM gagged with a large dinner napkin. Natasha thinks that’s cute, too, so she keeps on playing the game, pretending to be scared and put upon like a real damsel in distress.

But then Johnny takes off and leaves Natasha on the couch, all bound and gagged! Natasha is getting a bit angry now, so she’s grateful when Johnny’s father walks in. That is, until Dad decides to take advantage of the tied-up babysitter! He tries groping her tits through her robe, but Natasha starts to call out, so he decides she needs to be gagged a bit better. He takes the over the mouth gag and turns it into a thick cleave. Then he pulls Natasha’s robe down and starts to grope and fondle her tits! When she cries out, he handgags her while he’s feeling her up!

He pulls her bare feet into the air and spanks her naked ass a bit! Then he grabs the jump ropes and attaches Natasha’s wrists to her ankles, roping her into a ball-tie. He gives the tied-up babysitter a few more feelies, then leaves her there like that, ball-tied barefoot, her naked ass and pussy on display. Our poor babysitter struggles hard for real now. This is not what she in mind when she agreed to play Johnny’s tie-up game!

March 24, 2026 - (FULL HD -  9:07 min.) Hot Redhead MILF Natasha Flade Hogtied in Dress & Hose, then Told She Must Get Loose Herself! Re-Edited for Highest Quality & Color PLUS 1+ Minutes Never-Before-Released Footage!

MILF Natasha Flade has agreed to play a tie-up game with her two sons. She’s bound hand and foot on the floor in her dress and pantyhose. She asks how does this game go exactly? You tell her that the game hasn’t started yet, you’re not done tying her up. “What?” your mom exclaims. “You want to tie me up even more? But she’s cool, so she agrees and ends up hogtied! Natasha is a bit surprised by this, but she still plays along, smiling.

Then you guys say she has to be gagged, too. What?! She didn’t agree to that! Natasha finally relents -- on the condition that it’s only for ten minutes because she has to make dinner soon. But she isn’t saying much after that because you gave her the thickest cleave gag ever! Now everything is in muffled gag talk.

After a while, you let on there really isn’t any game at all. You just wanted to see her all tied up and gagged. Natasha is a bit upset that you tricked her like this. But it gets even worse! Natasha's informed that you aren't letting her go, and she has to try and get loose herself. Seriously?! You’ve duped your poor mom big time!

So she goes for it, struggling on the floor as hard as she can to get herself untied. She’s mewing and complaining all the time in her cute gag talk. And she really does a great job of trying to escape, giving the viewer some fantastic closeups of her wiggling, pantyhose-clad feet. There’s nice, upskirt shots as she’s rolling all over the floor and calling out to get back here right now! She does laugh, though, at how she let herself get into this situation. Those kids of hers are really something!

Includes a cute outtake at the end!

March 15, 2026 - Mom Dianni (with the Big Tits!) Tied-Up Again! Hogtied in Heels, then Barefoot (and Topless...)!
30 NEW High-Res PHOTOS (2,200 pixels)

Your hot Mom Dianni Ontufay (with the Big Tits!) let you play tie-up last week. She lets you tie her up quite a bit, which is super cool. So today your mom got home from a shopping spree. Now this is a mom who likes to show off how hot she she is, so she was wearing tight capris, a skimpy halter top and open toe high heels. 

You asked her to lay down on her belly, and Dianni did as ordered. You grabbed your rope and gags and soon this buxom mom was hogtied and gagged with a knotted scarf. She rolled around and mewed, playing her part of the abducted damsel in distress. In her struggles, her shoes fall off so now she's barefoot and boy oh boy, her bare feet are a real treat!

Then your friend James popped on over, which sent Diannia into a titter. You made him leave, but James just hid in the corner and went off into fantasy land, where your mom's top fell right off, too. James can't tell you guys that part, of course....

TWO UPDATES THIS WEEK! TWO DIFFERENT DAMSELS! What a day to buy a pass to Babysitter Bondage!

March 15, 2026 - Real-Life Babysitter Bondage Game! Nanny Natasha Flade Tied-Up Barefoot, OTM Gagged, Shows Her Soles! 39 NEW High-Res Photos! (2,400 Pixels)

TWO UPDATES THIS WEEK! TWO DIFFERENT DAMSELS! "Escape, huh? Let me guess how this goes. You guys get me all tied up and I have to get loose, right?” That’s how this photoset begins, with nanny Natasha Flade playing along with another real-life babysitter bondage game for Isaac W.'s birthday. The game begins with nanny Natasha reading on the sofa, barefoot in little shorts. You pretend to be a robber and hold her up with your toy gun. She throws her hands up and soon she's bound hand and foot, her bare feet propped atop the coffee table. She struggles playfully, looking around and wondering where you went to. 

Eventually you return and and announce she needs a gag. Natasha promises to be quiet, but you don't believe her and she ends up OTM gagged with a thick napkin. Your awesome babysitter keeps on playing your barefoot damsel, wriggling her lovely soles right at you, mewing from behind her gag and just looking so dang cute!

Don't we all want a real-life babysitter to tie up? Sure we do! All these exclusive pics plus the entire 11:30 minute video is yours today in the members area! What a day to buy a pass to Babysitter Bondage!

March 4, 2026 - Real-Life Babysitter Bondage Game! Natasha Flade Bound Barefoot in Sweater & Jeans, then Hogtied! 61 NEVER-BEFORE-RELEASED Photos + STORY! (2,400 Pixels)

This photoset is from a real-life babysitter bondage game that was shot on a lark one night. Natasha Flade was just sitting on the chaise, barefoot, when Isaac W. asked her if she’d mind playing out one of his babysitter tie-up fantasies. Natasha agreed, so Isaac told her his fantasy and she just ran with it, adlibbing everything.

Here’s how this fantasy goes: Two neighborhood boys have just finished shoveling the snow from Natasha’s driveway. But when it’s time to pay them, these boys don’t want money. Instead, they want to play a “robbers” game where they get to tie her up, just like the games they used to play when they were little and Natasha was babysitting them. Now Natasha says she loves being tied up and fondly recalls all the times you tied her up before, but she thinks you are getting a bit too old to be playing tie-up games. She likes indulging you guys, though, so eventually she goes along and winds up bound hand and foot, barefoot, on the chaise.

Natasha laughs playfully as she compliments the boys on their rope tying skills, which sure are tighter than she remembers! She wiggles around, testing her bonds, and having fun. But now you guys want her gagged, too! Natasha smiles and says that’s okay, you used to gag her when you were little. So she ends up cleave-gagged with two thick wraps of a scarf. Bound barefoot and gagged on the chaise, your babysitter keeps on playing along with your tie-up game. She does a great job of acting out her part of a real damsel in distress, wriggling and dangling her bare feet and soles over the edge of the chaise. She looks right into the camera at you with her beautiful, damsel eyes because Natasha knows you really love that.

But after a while, Natasha discovers that you two neighborhood boys aren’t really interested in playing “robbers” at all. You just wanted to get her all tied up in her tight sweater and jeans! Hmm, we think she knew that the entire time, but Natasha’s not one to turn down Isaac’s requests. Which leads to getting her hogtied next! So now those feet are wiggling in the air as your real-life babysitter keeps on entertaining you. Maybe this game will last all night! We surely hope so!

March 3, 2026 - (FULL HD -  8:38 min.) Getting Office Mom Tied Up for the First Time! Natasha Flade Rewards Her Sons' Good Behavior with Tie-Up Game in Pantyhose & Heels! Re-Edited for Highest Quality & Color!

Office Mom Natasha Flade took her sons to the aquarium after she finished work at her secretary job. Now all three of you are back at home and your mom is so very happy that you two boys were on your very best behavior. She's in a great mood, all smiles as she's sitting on the bed, still all dressed up. Natasha's enthusiastic as she says she wants to reward your good behavior by playing that tie up game you guys keep bugging her about.

Wow! You guys can't believe it! Your mom is actually asking to get tied up! You run and grab your ropes and soon you have your hot, redhead mom all tied up on that bed. Her wrists are bound together in front, and there's more rope tied about her pantyhose-clad ankles and thighs. You even gave her chest ropes wrapped above and below her boobies! Natasha laughs as she looks down at your rope work. She wasn't expecting such expertise!  Then you say she needs to be gagged, too. Natasha agrees on the condition this game best be over in 15 minutes! You two boys agree. (You'd agree to anything to see her gagged!) So now your mom is knotted cleave gagged, too!

Natasha puts on a great show for you, mmphhing softly and pretend struggling, all tied up on the bed in her secretary attire. She looks about with her wide damsel eyes. She's not stupid; she knows that's what you like! There's some upskirt shots as she's wiggling on the bed and kicking her heels all about. Your mom is having fun and giggling sometimes, too. Finally, Natasha announces the tie up game is over. It's time to stop! But you can't understand her gag talk behind that silk scarf in her mouth.

So she ungags herself, and with a big smile, says, "What I was trying to say is that this game is only supposed to go for 15 minutes and you two have had me tied up for like 30 minutes now!" But dang, your mom sure looks hot tied up in her secretary wear! You're not sure you'll let her go after all...

Natasha Flade is wearing a short black miniskirt, button-up blouse, pantyhose and black high heels in this MILF bondage video.

February 25, 2026 - Mom Natasha Flade Plays Gangsters! Wants You to Tie Her Up or She'll Call the Cops! 46 NEVER-BEFORE-RELEASED High-Res Photos! (2,500 Pixels)

Your hot mom, Natasha Flade, enters the room and asks you and your friends what you're up to. You say you’re playing a game where you’re a bunch of gangsters. Mom Natasha teases you, saying that she’s going to run off and call the cops on you! You ask her not to, and she tells you, “Well, you better tie me up or I’m going straight to the cops!” So you better go grab some ropes right now. No problem! Tying up your mom is a lot better than some ole gangster game.

So now here's your tied seated on the coffee table in her jeans and t-shirt, barefoot. There's a ton of rope about her: hands tied behind her back, ankles and thighs bound, and chest ropes around her boobies. Her lovely bare feet are hanging off the table top, her soles sticking straight out at you! You stuffed her mouth with a big wadded cloth so she can't call out for help.

Natasha thinks these bad gangsters have her really tied up tightly! She won’t be going to the cops now, so you boys can carry on with your criminal activities. But then you “gangsters” decide she needs a better gag, so she gets OTM gagged with a huge scarf wrapped twice over the packing.

Your mom puts on a great show, playing up her part that she's a real damsel in distress who's been kidnapped by a bunch of bad guys, with lots of great shots of her bare feet and wide damsel eyes. What a day for you and your friends!

This photoset is from a FULL HD video that is also available in the member section! Get them both today!

February 17, 2026 - (FULL HD - 18:13 min.) Kinky Aunts in White Socks LOVE Scarf Bondage, Being Gagged & Blindfolded by YOU! Newly Re-Edited for Highest Quality & Color! PLUS 3:45 Minutes Never-Before-Seen Footage!

You’re going over to your favorite Aunt’s house, the kinky one who loves it when you tie her up with scarves! But when you arrive, not only is Aunt Natasha Flade waiting for you, but also your other pretty Aunt Mary Stuart! They're smiling in their long-sleeve shirts and sweat pants and white socks. Is something up?

Before you got there, Aunt Mary confessed that she's always wanted to be tied up, but hasn't found anyone to ask to do it. She gets all excited as she concocts a plan to have you tie her up! Aunt Natasha asks if you remember the tie-up games you played in the past. You get a little embarrassed when Aunt Natasha says that Aunt Mary has been dying to join in! You can tie them both up! You’re a little nervous, but both your pretty Aunts are practically begging you to tie them up!

So…you oblige and now you have them both all tied up with scarves on the floor. You tied them at the chest, above and below their boobs. There's scarves about their thighs, above their knees, and about their ankles above their white socks. And, of course, you tied their hands crossed behind their backs! They struggle around on the floor quite happily! You watch them, completely mesmerized. Natasha and Mary are truly the most joyous Aunts ever!

Then comes the best part. Now they want to be gagged! And blindfolded! You get some scarves and a pair of Aunt Natasha’s white socks from one of her dresser drawers. With their mouths stuffed, OTM gags keeping it in, and scarves as blindfolds, they’re totally helpless and at your mercy! Or are they? Because as they're struggling playfully, they seem to be having too much of a good time!

They're rolling around and wiggling their socked feet all about. They're laughing and having such a great time. Aunt Mary plays with Aunt Natasha's boobs with her feet! Then Aunt Natasha playfully kicks Aunt Mary right in the face! And now they’re placing their socked feet in one another’s faces and laughing while tied up, blindfolded and OTM gagged. What fun! They can barely stand any more excitement. So they spit out their sock gags and, OMG, they're practically begging you to tie them both up again!

Includes two bonus scenes of Natasha and Mary being gagged and blindfolded. Plus cute outtakes at the end!

BONUS UPDATE! February 12, 2026 - (FULL HD - 19 min.) Bikini Nanny Natasha Indulges 2 Brothers Ballgagged with Bound Dirty Feet & Toe Tied! Newly Re-Edited for Highest Quality! PLUS 2 Min. Never-Before-Seen Footage!

Nanny Natasha Flade used to babysit two brothers. They’re older now and Natasha mainly does other duties for the household. Today, she comes in after lounging by the pool in her pink bikini. The older brother finds her on the sofa with her dirty feet propped up on the table. He confesses he’s been experimenting with bondage at college. Natasha remembers how they liked to tie her up for hours. She’s curious to see what he’s learned, so she invites him to tie her up and demonstrate how the girls are tied up nowadays.

Natasha winds up bound hand and foot, her bare feet atop the coffee table, her dirty soles on display. Then her elbows are bound, along with her big toes and soles! The older brother leaves to get some bondage toys at his apartment, and Natasha has fun playfully struggling in his absence. She struggles so much that her boobs pop right out of her bikini top! As chance would have it, the younger brother strolls in and sees Natasha all tied up on the sofa – and with her tits hanging out! She tells him his brother is getting some toys and she plans to give you lessons when he returns. She thinks your rope skills are pretty good, but you need some pointers if you’re to become bondage masters.

The older brother returns with more ropes and a ball gag. As they sit in front of their nanny’s dirty bound feet, Natasha instructs them how to make the bondage tighter and more restrictive. So now her knees are tied and chest ropes added, too. Natasha compliments their rope work, but she says it’s not finished until they gag her. No problem!

Natasha is now ballgagged and drooling, but she’s loving every minute of it! She really puts on a show! She’s wriggling all about and kicking her toe tied feet right into the camera! Natasha is gag talking constantly as the two brothers watch her struggling for them in her bikini. She manages to get off the sofa and onto the floor. She struggles, rolls around and even tries to crawl away. There’s lots of gag talk, drooling and closeups of those lovely bound dirty feet! After putting of this awesome show, Natasha sits up and wiggles her soles right at you. “Isn’t this fun?” she says. “Just like how we did it when you were kids!” She hopes you two guys will tie her up again and soon!

February 5, 2026 - Mom Dianni (with the Big Tits!) Tied to Bed Post with Her Hot Friend Nessa, Some Dude Crawls in the Window to Get Them Topless! 38 NEW High-Res Photos!

Mom Dianni Ontufay (with the Big Tits!) was chatting with her friend, Nessa Luscious, in the bedroom when her son approached and asked if they'd like to play a game. Dianni knew what that meant: he wanted to tie her up! It was his favorite game after all. She wasn't sure what Nessa would think, but Nessa was all about it! "Come on, it will be fun!"

You couldn't believe your good luck: mom and friend both tied up and gagged together! So now here they are, tied standing to a bed post. Their arms are bound behind the post, their ankles (in flip flops) are tied together. Both ladies are cleave-gagged.

Your mom and her hot friend struggle and mew for you, pretending to be good kidnapped damsels. Suddenly, there's a knock on the front door downstairs. You panic and run off to see who on Earth it could be. While you're gone, some strange man climbs in the bedroom window! Dianni and Nessa wonder if this is some sort of prank you've arranged. They call for you to get back her and let them go. But no one comes...And now they're both tied-up topless!

We'd say what a disaster, but who doesn't want to see two pairs of tits at once? Where'd that kid of hers go anyway? Maybe you did plan the whole thing after all...!

You can get all these exclusive if you buy a pass to Babysitter Bondage!

January 26, 2026 - Busty Mom Kordelia Devonshire Hogtied Barefoot in Jammies, Dad Comes Home to Have Some Fun with Her Gignornous Boobies! 65 NEW High-Res Photos!

Busty blonde mom, Kordelia Devonshire, was puttering around the kitchen in her pajammas, barefoot, when her son, Billy, approached and asked to play a game. Kordelia was unaware that her husband is into bondage but he's too shy to ask his wife to let him tie her up. So he asked Billy to devise some scheme where he gets mom all tied up so he can come home and have some fun with those huge boobs! He figures she'd be in good spirits and find it all in good fun!

So Billy ask to play a game called robbers where the bad guy ties and gags her while he robs the place. Kordelia never heard of such a game, but being cool, she goes along. Now Billy has has mom hogtied and cleave-gagged on the kitchen floor. Kordelia thinks it's fun! She laughs and wiggles about, pretending that a real robber got her. She wiggles her bare feet and soles a lot. 

Suddenly, she hears the front door open! In strolls her husband. Kordelia's a bit embarassed, thinking she'll have to explain why she let their son tie her all up! But to her surprise, her husband seems very pleased at what he sees. He laughs and asks if it's okay if he pulls up her jammie top to get a gander at those gorgeous tits of hers. Billy is sent outside to play while Dad has his own private fun with his hot blonde wife and her even hotter and HUGE breasts!

You can get all these exclusive, never-before-released photos if you buy a pass to Babysitter Bondage!

BONUS UPDATE! January 24, 2026 - (FULL HD - 8:46 min.) Barefoot Babysitter Natasha Flade Tied-Up & Blindfolded for Hide 'n Seek! Re-Edited from the Source Tape for Highest Quality!

Babysitter Natasha Flade is watching two boys for the night. She’s seated on the sofa, barefoot, and wearing tight black pants and an even tighter tank top. The boys want to play a game of Hide ‘n Seek, so they have her blindfolded with a thick black scarf. Natasha is getting ready to count to 100, but she’s stopped before she begins the countdown. Her two charges tell her they want to change the rules. They think it would make it harder if they tied her hands and, instead of counting to 100, she looks for them once she gets her hands untied.

The boys explain that when the seeker gets herself untied, that’s when she can take the blindfold off and go looking for them. Now Natasha has never heard of this version of the game, but she goes along and holds her hands out in front. But oh no, these guys want her hands tied behind her back instead. Natasha figures the kids think this will take her longer to get untied and look for them. That won't stop me one bit, Natasha thinks. Laughing and having fun, she allows her hands to be tied crossed behind her back.

The boys run off to hide, and Natasha discovers that those two brats tied her ankles together, too! She complains that it’s unfair and says they should untie her feet right now! But they don’t listen. Instead, they tie her up even more! Now Natasha has ropes about her chest, making her tits stick out. Nice! And they cleave gagged her, too, with a really thick scarf. Now Natasha is starting to get a bit annoyed. She demands they let her loose and get that gag out of her mouth! But they can’t make out what she’s saying (or so they say) because it’s all in muffled gag talk.

After a while, Natasha realizes the boys have abandoned her and she’s been left all alone! She starts to struggle harder, trying to get loose and find those brats. She’s wiggling and squirming all about and making threats about how you’re going to be sorry when she gets loose! And she will get loose! After much effort, Natasha manages to get onto the floor. She tries to undo the knots, then realizes that she really can’t get loose after all!

You boys watch from your hiding place as your beautiful barefoot babysitter struggles energetically, her bare feet and soles wiggling right in your face! And the close-ups of her feet (with her boobies poking out in the background) are simply delicious! Eventually, Natasha manages to roll onto her belly, then starts crawling frantically to find you guys! Aha! She hasn’t given up yet!

(1080p - 9:50 min.) Babysitter Natasha Flade Agrees to Robbers Game, then a Real Robber Shows Up! Classic Bondage from 2002 - Digitally Remastered in 1080p for Highest Quality!

Your Dad called up Natasha Flade and asked if she could babysit you (and do some laundry while she's there). You think your Dad's new girlfriend is super hot and can't wait until she gets here! You find Natasha doing laundry downstairs and ask if she wants to play a game called "robbers."

Natasha asks you how that game goes and you explain that you're a bad guy who ties her up and robs the place. Natasha is skeptical at first, but you convince her by saying that all your other babysitters let you tie them up. Finally, Natasha relents. You hold her up with a toy gun and order her to sit down on a chair. Your lovely babysitter obeys, her hands still up in the air. Next we see Natasha all tied up to the chair with jump ropes! She's also cleave-gagged with a long scarf.

Natasha wiggles and squirms and tests her bonds. She thinks this game is cute. But then you just take off and leave her there! Natasha is a bit annoyed; what the heck is she going to do now? Then she hears someone coming downstairs. It's some strange man!

"Who are you? How'd you get in here?" Natasha asks worriedly.

The man can't believe his good luck. Usually he has to play some insurance scam so he can tie the owner up and rob her blind. But someone beat him to half the work! With time on his hands, he puts those hands to good use!

Poor Natasha, all helplessly tied up to that chair, is groped and fondled! He pulls up her bra and plays with those hot titties. And plays with them some more...and more. He loves those boobies! But alas, it's time to rob her blind! The man takes off and our babysitter struggles now for real! We're treated to great shots of her lovely gagged face, her feet in summer heels, and her tits jiggling everywhere. Johnny best not find her like this. And his Dad is going to get it, too!

Natasha Flade is wearing jeans, a tight top and open-toe summer heels in this babysitter bondage video!

January 9, 2026 - Barefoot Nanny Natasha Flade Plays Kidnap! Part 2: Tied-Up & Cleave-Gagged in Denim Shorts, Nipping Out! 90 BRAND NEW PHOTOS (2,200 Pixels Wide)

These are never-before-released photos from a real-life babysitter bondage game that Natasha Flade played with Isaac W. In part One (December 9, 2025), the kid Natasha is watching wants to play kidnap. She throws her hands into the air, then she's bound hand and foot with a miles of rope about her chest. She's OTM gagged so she doesn't call for help while you get the kidnap loot. But then your nanny manages to get to her feet and escapes her ropes and gag! Just one more game you plead. "Okay, one more game." Natasha tells you. What a day this is going to be. A tie-up game marathon!

Now in part two, Natasha is standing in the hall with all the ropes about her feet. She's smiling while she waits for your next move. "You were bad!" you tell her. "You got loose, so now I have to tie you much better!" Your nanny smiles and throws her arms into the air. Sheturns and crosses her hands behind her back where they're soon tied. She's informed she must be gagged and pouts and frets, but still winds up cleave-gagged with a thick black scarf. Natasha stands against the wall and makes such wonderous damsel expressions for you. You can't help but stare at her nipples poking through that tight camisole top. (You can't tell her that part, though..!)

As ordered, Natasha sits down on the floor and her ankles are roped together with her bare feet and soles sticking straight out at you. What joy! Your barefoot babysitter continues playing up her part of a kidnapped damsel, but she smiles and laughs a lot, too, because she loves to play these games for you.

She wonders why there's a long rope left dangling about her ankles. "What's this for?" she mumbles through her gag. You just smile. You haven't told her yet, but you plan to hogtie her next. No more escaping for this nanny today! Oh boy, this marathon isn't nowhere finished and you're already so excited, you'll think you just might pass out!

You can get all these exclusive, never-before-released photos if you buy a pass to Babysitter Bondage!